1-(4-Acetylaminophenyl)-7-Methylthiophthalazine → HCID 12986172, compound

HRID 48177Notes

Reaction equation

HRID 48177 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([S:21][CH3:22])[CH:19]=3)[CH:14]=[N:13][N:12]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[CH3:23][Li]>C1COCC1>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([S:21][CH3:22])[CH:19]=3)[CH:14]([CH3:23])[NH:13][N:12]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 99444901-(4-Acetylaminophenyl)-7-MethylthiophthalazineHCID 178418348HCID 178418348, compound

Product 1

HCID 12986172HCID 12986172, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the phthalazine 7 (1.2 g, 3.88 mmol) in THF (150 mL) was added methyl lithium (1.4 M, 11 mL) at 0° C. The resulting dark brown solution was stirred 2 hours. Ice water was added to quench the reaction. The aqueous phase was extracted with DCM three times. The combined organic phase was dried over Na2SO4. Removal of the solvent afforded the crude product, which was used directly for the next step.

Workup

  1. customto quench
  2. customthe reaction
  3. extractionThe aqueous phase was extracted with DCM three times
  4. dry with materialThe combined organic phase was dried over Na2SO4
  5. customRemoval of the solvent

Sources & evidence

ORD record
ord-99e6adc535e2467aa9777c8f596f3c90
Source dataset
uspto-grants-2004_03
Patent number
US06703390B2

Reaction notes

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